EP0353994A2 - Coated clay granules - Google Patents
Coated clay granules Download PDFInfo
- Publication number
- EP0353994A2 EP0353994A2 EP89307807A EP89307807A EP0353994A2 EP 0353994 A2 EP0353994 A2 EP 0353994A2 EP 89307807 A EP89307807 A EP 89307807A EP 89307807 A EP89307807 A EP 89307807A EP 0353994 A2 EP0353994 A2 EP 0353994A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- inorganic material
- weight
- base granules
- process according
- white
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/50—Perfumes
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/12—Water-insoluble compounds
- C11D3/124—Silicon containing, e.g. silica, silex, quartz or glass beads
- C11D3/1246—Silicates, e.g. diatomaceous earth
- C11D3/1253—Layer silicates, e.g. talcum, kaolin, clay, bentonite, smectite, montmorillonite, hectorite or attapulgite
- C11D3/126—Layer silicates, e.g. talcum, kaolin, clay, bentonite, smectite, montmorillonite, hectorite or attapulgite in solid compositions
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S106/00—Compositions: coating or plastic
- Y10S106/04—Bentonite
Definitions
- This invention relates to improved smectite clay granules which are specially adapted for incorporation in detergent compositions, and to a method for preparing such granules.
- British Patent specification No. 2121843 describes a particulate fabric softener suitable for incorporation in detergent compositions which consists of agglomerates of fine bentonite powder.
- the agglomerates described suffer from two disadvantages. Most naturally occurring fine bentonites are relatively dark in colour and the agglomerates, therefore, tend to exhibit an undesirable dark colouration. Also, when it is desired to incorporate a perfume in the detergent composition, this is generally either included in the detergent beads or sprayed over the mixture of detergent beads and smectite clay granules. However, the clay granules, having a very open internal structure, tend to absorb the component of the perfume with a consequent reduction in the intensity and/or quality of the fragrance.
- the present invention provides smectite clay granules for use in detergent compositions, which granules are whiter in colour and have a reduced tendency to absorb perfume components than conventionally used smectite clay granules.
- a detergent composition comprising base granules of a smectite clay coated with a white inorganic material.
- a particulate inorganic material suitable for use in a detergent, comprising base granules of a smectite clay coated with a white inorganic material.
- the base granules of smectite clay have diameters within the range of from 0.15 mm to 1.5 mm and, preferably, from 1% by weight to 100% by weight, based on the weight of dry base granules, of the white inorganic material is employed.
- the particulate material may also contain a binder, for example a styrene butadiene rubber latex or an acrylic latex or a hydrophilic polymer such as starch, sodium carboxymethyl cellulose or hydroxyethyl cellulose.
- the smectite clay may be, for example, bentonite, montmorillonite, hectorite, saponite, beidellite or fullers earth.
- the base granules may be formed by granulating a fine smectite clay, for example one having a particle size distribution such that substantially all of the particles have a diameter smaller than 50 microns.
- the granules in accordance with the invention contain from 2% to 15% by weight of the white inorganic material, based on the weight of the dry base granules.
- the detergent composition preferably contains a water-soluble detergent compound and a detergent builder salt.
- the water-soluble detergent compound will be present in the composition in an amount of at least 5% but no greater than about 20% by weight and the detergent builder salt (which may be organic or inorganic) will be present in an amount of at least 10% but no greater than 60% by weight.
- the remainder of the detergent composition to 100% by weight consists of bound water and various optional ingredients, such as perfumes and impurities.
- the white inorganic material may be, for example, a hydrous or calcined kaolin clay, calcium carbonate, titanium dioxide or the like, and preferably has a particle size distribution such that at least 30% by weight consists of particles having an equivalent spherical diameter smaller than 2 microns.
- a process for preparing a particulate inorganic material comprising base granules of a smectite clay coated with a white inorganic material comprising the steps of:
- a process for preparing a particulate inorganic material comprising base granules of a smectite clay coated with a white inorganic material comprising the steps of:
- the white inorganic material may be coated on to the base granules by one of the following two methods:-
- coated granules prepared by either of methods a) or b) above are then dried using only gentle mechanical agitation to avoid disintegration of the granules.
- coated granules in accordance with the invention are found to be whiter in colour than conventional smectite clay granules prepared for use in detergent compositions and when the coated granules are incorporated in a detergent composition which also contains a perfume the reduction of the intensity and/or quality of the fragrance is appreciably less pronounced than is the case with conventional granules.
- the dry mixture was then rotated in the pan of a pan granulator and water was sprayed into the pan in the form of fine droplets from an atomiser until the bentonite granules appeared to be evenly coated with the kaolin clay. At the completion of this operation it was found that a total of 78g of water had been sprayed on to the clay mixture.
- the coated granules were then dried in an oven at 60°C for 16 hours and five samples of the dry granules where charged into low-sided cylindrical dishes and lightly pressed down by means of a glass flute to form a nearly level upper surface.
- the reflectance to light of wavelength 457nm and 570nm respectively was then measured for each sample by means of an Elrepho reflection photometer and the mean of the five measurements for each wavelength was recorded.
- a detergent composition incorporating the granules was prepared according to the following formulation: Ingredient % by weight Alkyl benzene sulphonate 6.4 Soap 2.8 Inorganic builder salt 15.0 Fatty alcohol ethoxylate 2.3 Granules 10.0 Other components, including perfume, and bound water to 100.0
- Example 2 The same dry powdered bentonite as was used in Example 1 was formed into granules having a mean diameter of 0.25mm and two samples of the dry granules were mixed, respectively, with 2% by weight, based on the weight of dry granules, of fine titanium dioxide powder, and with 5% by weight, based on the weight of dry granules, of a calcined kaolin clay having a particle size distribution such that 8% by weight consisted of particles having an equivalent spherical diameter larger than 10 microns and 50% by weight consisted of particles having an equivalent spherical diameter smaller than 2 microns.
- Each dry clay mixture was rotated in the pan of a pan palletiser and water was sprayed on to the mixture in the form of fine droplets from an atomiser, the total amount of water added in each case being 10% by weight, based on the weight of the dry mixture.
- a detergent composition was made up using the formulation given in Example 2 and, again, it was found that the deleterious effect on the fragrance was less in the case of the coated granules than with the uncoated granules.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
Abstract
Description
- This invention relates to improved smectite clay granules which are specially adapted for incorporation in detergent compositions, and to a method for preparing such granules.
- British Patent specification No. 2121843 describes a particulate fabric softener suitable for incorporation in detergent compositions which consists of agglomerates of fine bentonite powder. The agglomerates described suffer from two disadvantages. Most naturally occurring fine bentonites are relatively dark in colour and the agglomerates, therefore, tend to exhibit an undesirable dark colouration. Also, when it is desired to incorporate a perfume in the detergent composition, this is generally either included in the detergent beads or sprayed over the mixture of detergent beads and smectite clay granules. However, the clay granules, having a very open internal structure, tend to absorb the component of the perfume with a consequent reduction in the intensity and/or quality of the fragrance. The present invention provides smectite clay granules for use in detergent compositions, which granules are whiter in colour and have a reduced tendency to absorb perfume components than conventionally used smectite clay granules.
- According to one aspect of the present invention, there is provided a detergent composition comprising base granules of a smectite clay coated with a white inorganic material.
- According to a second aspect of the present invention, there is provided a particulate inorganic material, suitable for use in a detergent, comprising base granules of a smectite clay coated with a white inorganic material.
- Preferably, the base granules of smectite clay have diameters within the range of from 0.15 mm to 1.5 mm and, preferably, from 1% by weight to 100% by weight, based on the weight of dry base granules, of the white inorganic material is employed. The particulate material may also contain a binder, for example a styrene butadiene rubber latex or an acrylic latex or a hydrophilic polymer such as starch, sodium carboxymethyl cellulose or hydroxyethyl cellulose.
- The smectite clay may be, for example, bentonite, montmorillonite, hectorite, saponite, beidellite or fullers earth. Preferably, the base granules may be formed by granulating a fine smectite clay, for example one having a particle size distribution such that substantially all of the particles have a diameter smaller than 50 microns. Preferably, the granules in accordance with the invention contain from 2% to 15% by weight of the white inorganic material, based on the weight of the dry base granules.
- The detergent composition preferably contains a water-soluble detergent compound and a detergent builder salt. Preferably, the water-soluble detergent compound will be present in the composition in an amount of at least 5% but no greater than about 20% by weight and the detergent builder salt (which may be organic or inorganic) will be present in an amount of at least 10% but no greater than 60% by weight. The remainder of the detergent composition to 100% by weight consists of bound water and various optional ingredients, such as perfumes and impurities.
- The white inorganic material may be, for example, a hydrous or calcined kaolin clay, calcium carbonate, titanium dioxide or the like, and preferably has a particle size distribution such that at least 30% by weight consists of particles having an equivalent spherical diameter smaller than 2 microns.
- According to a third aspect of the present invention, there is provided a process for preparing a particulate inorganic material comprising base granules of a smectite clay coated with a white inorganic material comprising the steps of:
- (a) mixing a white inorganic material in dry powder form with dry base granules of a smectite clay;
- (b) spraying an aqueous medium onto the mixture formed in step (a) whilst agitating the mixture; and
- (c) drying the agitated mixture formed in step (b).
- According to a fourth aspect of the present invention, there is provided a process for preparing a particulate inorganic material comprising base granules of a smectite clay coated with a white inorganic material comprising the steps of:
- (a) spraying an aqueous suspension of a white inorganic material onto base granules of a smectite clay whilst agitating the base granules; and
- (b) drying the agitated mixture formed in step (a).
- Thus,the white inorganic material may be coated on to the base granules by one of the following two methods:-
- a) The white inorganic material in dry powder form is mixed with the dry base granules and an aqueous medium is sprayed on to the mixture, preferably in the form of fine droplets, while the mixture is agitated or rotated in, for example, a pan granulator. The amount of the aqueous medium required is generally from about 5% to about 15% of the total weight of base granules and white inorganic material. The aqueous medium may consist of water alone or it may contain a small proportion, for example up to about 25% of the total weight of the aqueous medium, of a dissolved or suspended binder material. The binder material may be, for example, a styrene butadiene rubber latex or an acrylic latex or a hydrophilic polymer such as starch, sodium carboxymethyl cellulose or hydroxyethyl cellulose.
- b) The base granules are agitated or rotated in, for example, a pan granulator and an aqueous suspension preferably containing from about 40% by weight to about 75% by weight of the white inorganic material, preferably in the form of fine droplets, is sprayed on to the base granules. The aqueous suspension may also contain from about 0.01% by weight to about 2% by weight, based on the weight of the white inorganic material, of a dispersing agent.
- The coated granules prepared by either of methods a) or b) above are then dried using only gentle mechanical agitation to avoid disintegration of the granules.
- The coated granules in accordance with the invention are found to be whiter in colour than conventional smectite clay granules prepared for use in detergent compositions and when the coated granules are incorporated in a detergent composition which also contains a perfume the reduction of the intensity and/or quality of the fragrance is appreciably less pronounced than is the case with conventional granules.
- The invention will now be illustrated by the following Examples.
- A sample of bentonite having a particle size distribution such that 99% by weight consisted of particles smaller than No. 300 mesh British Standard Sieve (nominal aperture 53 microns) was formed into granules which had a mean diameter of about 1mm. 600g of dry bentonite granules were mixed with 60g of a powered, hydrous kaolin clay which had a particle size distribution such that 0.2% by weight consisted of particles having an equivalent spherical diameter larger that 10 microns and 80% by weight consisted of particles having an equivalent spherical diameter smaller than 2 microns. The dry mixture was then rotated in the pan of a pan granulator and water was sprayed into the pan in the form of fine droplets from an atomiser until the bentonite granules appeared to be evenly coated with the kaolin clay. At the completion of this operation it was found that a total of 78g of water had been sprayed on to the clay mixture. The coated granules were then dried in an oven at 60°C for 16 hours and five samples of the dry granules where charged into low-sided cylindrical dishes and lightly pressed down by means of a glass flute to form a nearly level upper surface. The reflectance to light of wavelength 457nm and 570nm respectively was then measured for each sample by means of an Elrepho reflection photometer and the mean of the five measurements for each wavelength was recorded.
- As a comparison, similar reflectance measurements were performed on samples of the uncoated bentonite granules.
- The results obtained are set forth in Table I below:-
Table I % reflectance to light of wavelength 457nm 570nm Uncoated granules 55.7 62.1 Coated granules 60.1 65.8 - A detergent composition incorporating the granules was prepared according to the following formulation:
Ingredient % by weight Alkyl benzene sulphonate 6.4 Soap 2.8 Inorganic builder salt 15.0 Fatty alcohol ethoxylate 2.3 Granules 10.0 Other components, including perfume, and bound water to 100.0 - It was found that the deleterious effect on the fragrance or perfume was less with the coated granules than with the uncoated granules.
- The same dry powdered bentonite as was used in Example 1 was formed into granules having a mean diameter of 0.25mm and two samples of the dry granules were mixed, respectively, with 2% by weight, based on the weight of dry granules, of fine titanium dioxide powder, and with 5% by weight, based on the weight of dry granules, of a calcined kaolin clay having a particle size distribution such that 8% by weight consisted of particles having an equivalent spherical diameter larger than 10 microns and 50% by weight consisted of particles having an equivalent spherical diameter smaller than 2 microns.
- Each dry clay mixture was rotated in the pan of a pan palletiser and water was sprayed on to the mixture in the form of fine droplets from an atomiser, the total amount of water added in each case being 10% by weight, based on the weight of the dry mixture.
- The two batches of coated bentonite granules and a sample of the uncoated granules were subjected to particle size separation by sieving to yield a fraction consisting of granules in the size range from 0.42mm to 0.85mm (No.36 to No.18 mesh British Standard Sieve) and five samples were taken from this fraction for each batch and tested for reflectance to light of wavelength 457nm and 570nm as described in Example 1. The results obtained are set forth in Table II below:-
Table II % reflectance to light of wavelength 457nm 570nm Uncoated granules 52.6 59.5 Granules coated with 2% by wt. titanium dioxide 58.7 63.1 Granules coated with 5% by wt. calcined kaolin 59.8 64.5 - A sample of each batch of bentonite granules was also mixed with water using a high speed mixer to form a suspension containing 5% by weight of dry solids and the reflectance to light of wavelength 457nm and 570nm was determined for each suspension. The results obtained are set forth in table III below:-
Table III % reflectance to light of wavelength 457nm 570nm Uncoated granules 34.0 37.0 Granules coated with 2% by wt. titanium dioxide 38.1 41.8 Granules coated with 5% by wt. calcined kaolin 54.4 59.9 - A detergent composition was made up using the formulation given in Example 2 and, again, it was found that the deleterious effect on the fragrance was less in the case of the coated granules than with the uncoated granules.
Claims (25)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8818277 | 1988-08-01 | ||
GB888818277A GB8818277D0 (en) | 1988-08-01 | 1988-08-01 | Coated clay granules |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0353994A2 true EP0353994A2 (en) | 1990-02-07 |
EP0353994A3 EP0353994A3 (en) | 1990-10-17 |
Family
ID=10641449
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19890307807 Withdrawn EP0353994A3 (en) | 1988-08-01 | 1989-08-01 | Coated clay granules |
Country Status (4)
Country | Link |
---|---|
US (1) | US5061397A (en) |
EP (1) | EP0353994A3 (en) |
JP (1) | JPH0275700A (en) |
GB (2) | GB8818277D0 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0385748A2 (en) * | 1989-03-02 | 1990-09-05 | Unilever Plc | Agglomerates for addition to detergent powders |
WO2005110589A1 (en) * | 2004-05-17 | 2005-11-24 | Bentonit União Nordeste Sa | A process for coating dried granulated powders a detergent product and a softener |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4306665A1 (en) * | 1993-03-03 | 1994-09-08 | Sued Chemie Ag | Detergent additive for fabric softening detergents |
US5840320A (en) * | 1995-10-25 | 1998-11-24 | Amcol International Corporation | Method of applying magnesium-rich calcium montmorillonite to skin for oil and organic compound sorption |
KR20000062077A (en) * | 1999-03-30 | 2000-10-25 | 이창진 | Aaaaa |
GB9918020D0 (en) * | 1999-07-30 | 1999-09-29 | Unilever Plc | Detergent compositions |
GB0027245D0 (en) * | 2000-11-08 | 2000-12-27 | Saitron Ltd | Powder compositions and methodology for manufacturing same |
US20050181969A1 (en) * | 2004-02-13 | 2005-08-18 | Mort Paul R.Iii | Active containing delivery particle |
IT1398801B1 (en) * | 2010-03-05 | 2013-03-18 | Lamberti Spa | RHEOLOGY MODIFIER FOR CERAMIC ENAMELS |
DE102012014848A1 (en) * | 2012-07-27 | 2012-10-31 | Heilerde-Gesellschaft Luvos Just GmbH & Co. KG | Healing clay-composition present as non-coated or as coated granules, comprises healing clay and binding agent containing at least one water soluble polymer e.g. starch, tragacanth or cellulose acetate, cellulose ether |
US10184095B1 (en) * | 2016-03-04 | 2019-01-22 | Spot Stuff, Inc. | Dry and portable calcined phyllosilicate spot removal product and method |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2241614A2 (en) * | 1973-08-24 | 1975-03-21 | Procter & Gamble | |
FR2524903A1 (en) * | 1982-04-08 | 1983-10-14 | Colgate Palmolive Co | PARTICULATE SOFTENER FOR BENTONITE FABRICS, PROCESS FOR PREPARING SAME AND DETERGENT COMPOSITION CONTAINING SAME |
GB2190921A (en) * | 1986-05-27 | 1987-12-02 | Unilever Plc | Granular detergent composition |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB981237A (en) * | 1961-02-21 | 1965-01-20 | Hibernia Chemie G M B H | Process for the production of a catalyst for the catalytic hydration of olefins intoalcohols |
US3115470A (en) * | 1961-03-29 | 1963-12-24 | Georgia Kaolin Co | Magnetic material, magnetic impulse recording members, and methods of making magnetic material |
GB1050148A (en) * | 1964-02-10 | 1900-01-01 | ||
GB1380361A (en) * | 1971-02-10 | 1975-01-15 | Commw Scient Ind Res Org | Mineral surfaces |
IL41757A (en) * | 1973-03-13 | 1976-03-31 | Azrad A | A method for activation of bentonite |
GB1479238A (en) * | 1975-10-31 | 1977-07-06 | Hedges K | Insecticidal compositions |
IL50548A (en) * | 1976-09-23 | 1979-10-31 | Yissum Res Dev Co | Process for preparation of molecular sieves |
US4699729A (en) * | 1982-08-25 | 1987-10-13 | Colgate Palmolive Co. | Process for manufacturing bentonite-containing particulate fabric softening detergent composition |
US4615814A (en) * | 1984-04-02 | 1986-10-07 | Purex Corporation | Porous substrate with absorbed antistat or softener, used with detergent |
GB8414877D0 (en) * | 1984-06-11 | 1984-07-18 | Procter & Gamble | Fabric softener agglomerates |
US4671886A (en) * | 1985-11-25 | 1987-06-09 | The Procter & Gamble Company | Process for coloring granular product by admixing with pigment/diluent premix |
GB8726675D0 (en) * | 1987-11-13 | 1987-12-16 | Unilever Plc | Detergent composition |
-
1988
- 1988-08-01 GB GB888818277A patent/GB8818277D0/en active Pending
-
1989
- 1989-08-01 EP EP19890307807 patent/EP0353994A3/en not_active Withdrawn
- 1989-08-01 GB GB8917548A patent/GB2221457B/en not_active Expired
- 1989-08-01 US US07/388,142 patent/US5061397A/en not_active Expired - Fee Related
- 1989-08-01 JP JP1201158A patent/JPH0275700A/en active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2241614A2 (en) * | 1973-08-24 | 1975-03-21 | Procter & Gamble | |
FR2524903A1 (en) * | 1982-04-08 | 1983-10-14 | Colgate Palmolive Co | PARTICULATE SOFTENER FOR BENTONITE FABRICS, PROCESS FOR PREPARING SAME AND DETERGENT COMPOSITION CONTAINING SAME |
GB2190921A (en) * | 1986-05-27 | 1987-12-02 | Unilever Plc | Granular detergent composition |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0385748A2 (en) * | 1989-03-02 | 1990-09-05 | Unilever Plc | Agglomerates for addition to detergent powders |
EP0385748A3 (en) * | 1989-03-02 | 1991-06-05 | Unilever Plc | Agglomerates for addition to detergent powders |
WO2005110589A1 (en) * | 2004-05-17 | 2005-11-24 | Bentonit União Nordeste Sa | A process for coating dried granulated powders a detergent product and a softener |
Also Published As
Publication number | Publication date |
---|---|
US5061397A (en) | 1991-10-29 |
GB8917548D0 (en) | 1989-09-13 |
GB8818277D0 (en) | 1988-09-07 |
GB2221457A (en) | 1990-02-07 |
EP0353994A3 (en) | 1990-10-17 |
JPH0275700A (en) | 1990-03-15 |
GB2221457B (en) | 1992-09-16 |
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